Rozycka-Sokolowska Ewa, Borowski Andrzej, Marciniak Bernard
Institute of Chemistry, Environmental Protection and Biotechnology, Jan Dlugosz University, Armii Krajowej 13/15, 42-200 Czestochowa, Poland.
Acta Crystallogr C. 2011 Jun;67(Pt 6):o209-11. doi: 10.1107/S010827011101506X. Epub 2011 May 19.
The structure of the title compound, C(6)H(6)OS, exhibits a flip-type disorder of the thiophene ring [occupancy ratio = 0.848 (3):0.152 (3)], which is typical for many thiophene derivatives. The puckered thiophene ring is essentially coplanar with the plane formed by the non-H atoms of the acetyl substituent, similar to its simple analogues, i.e. 3-acetyl-2-carboxythiophene, 4-acetyl-3-carboxythiophene and 3,5-diacetyl-2-ethylamino-4-methylthiophene. In the crystal structure, molecules are connected by C-H···π hydrogen bonds, forming a sheet parallel to the (001) plane. Moreover, an inspection of the crystal lattice reveals that there are short S···O contacts connecting the molecules of adjacent sheets. Comparison of the title crystal structure with its simple 3-methoxythiophene analogue shows a close similarity in the herringbone arrangement of molecules and in the presence of C-H···π interactions and S···O contacts.
标题化合物C(6)H(6)OS的结构显示出噻吩环的翻转型无序[占有率比 = 0.848 (3):0.152 (3)],这在许多噻吩衍生物中很典型。褶皱的噻吩环与由乙酰基取代基的非H原子形成的平面基本共面,类似于其简单类似物,即3-乙酰基-2-羧基噻吩、4-乙酰基-3-羧基噻吩和3,5-二乙酰基-2-乙氨基-4-甲基噻吩。在晶体结构中,分子通过C-H···π氢键相连,形成平行于(001)平面的片层。此外,对晶格的检查表明,存在连接相邻片层分子的短S···O接触。将标题晶体结构与其简单的3-甲氧基噻吩类似物进行比较,发现在分子的人字形排列以及存在C-H···π相互作用和S···O接触方面有密切相似性。